WO2003008431A1 - Process for producing sugar chain asparagine derivative - Google Patents

Process for producing sugar chain asparagine derivative Download PDF

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Publication number
WO2003008431A1
WO2003008431A1 PCT/JP2002/006091 JP0206091W WO03008431A1 WO 2003008431 A1 WO2003008431 A1 WO 2003008431A1 JP 0206091 W JP0206091 W JP 0206091W WO 03008431 A1 WO03008431 A1 WO 03008431A1
Authority
WO
WIPO (PCT)
Prior art keywords
sugar chain
chain asparagine
producing
asparagine derivative
producing sugar
Prior art date
Application number
PCT/JP2002/006091
Other languages
French (fr)
Japanese (ja)
Inventor
Yasuhiro Kajihara
Ken Sasaki
Original Assignee
Otsuka Chemical Co.,Ltd.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Otsuka Chemical Co.,Ltd. filed Critical Otsuka Chemical Co.,Ltd.
Priority to KR1020037016586A priority Critical patent/KR100775805B1/en
Priority to EP02743643A priority patent/EP1405858B1/en
Priority to ES02743643T priority patent/ES2402089T3/en
Priority to DK02743643.5T priority patent/DK1405858T3/en
Priority to AU2002346294A priority patent/AU2002346294B2/en
Priority to US10/481,246 priority patent/US7135566B2/en
Priority to CA2451971A priority patent/CA2451971C/en
Publication of WO2003008431A1 publication Critical patent/WO2003008431A1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H13/00—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids
    • C07H13/02—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids
    • C07H13/10—Compounds containing saccharide radicals esterified by carbonic acid or derivatives thereof, or by organic acids, e.g. phosphonic acids by carboxylic acids having the esterifying carboxyl radicals directly attached to heterocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/02—Acyclic radicals, not substituted by cyclic structures
    • C07H15/12—Acyclic radicals, not substituted by cyclic structures attached to a nitrogen atom of the saccharide radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
    • C07H5/04—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium to nitrogen
    • C07H5/06—Aminosugars
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H7/00—Compounds containing non-saccharide radicals linked to saccharide radicals by a carbon-to-carbon bond
    • C07H7/02—Acyclic radicals
    • C07H7/027—Keto-aldonic acids
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P13/00—Preparation of nitrogen-containing organic compounds
    • C12P13/04—Alpha- or beta- amino acids
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/04—Polysaccharides, i.e. compounds containing more than five saccharide radicals attached to each other by glycosidic bonds
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/26—Preparation of nitrogen-containing carbohydrates
    • C12P19/28—N-glycosides
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Abstract

A process for producing a sugar chain asparagine derivative. According to this process, various isolated sugar chain asparagine derivatives which are useful in the field of developing drugs, etc. can be easily obtained in a large amount, compared with the existing processes. A process for producing a sugar chain asparagine via the process for producing a sugar chain asparagine derivative as described above and a process for producing a sugar chain. Novel sugar chain asparagine derivatives, sugar chain asparagines and sugar chains.
PCT/JP2002/006091 2001-06-19 2002-06-19 Process for producing sugar chain asparagine derivative WO2003008431A1 (en)

Priority Applications (7)

Application Number Priority Date Filing Date Title
KR1020037016586A KR100775805B1 (en) 2001-06-19 2002-06-19 Process for producing sugar chain asparagine derivative
EP02743643A EP1405858B1 (en) 2001-06-19 2002-06-19 Process for producing sugar chain asparagine derivative
ES02743643T ES2402089T3 (en) 2001-06-19 2002-06-19 Procedure to produce sugar chain asparagine derivative
DK02743643.5T DK1405858T3 (en) 2001-06-19 2002-06-19 Process for making sugar chain asparagine derivative.
AU2002346294A AU2002346294B2 (en) 2001-06-19 2002-06-19 Process for producing sugar chain asparagine derivative
US10/481,246 US7135566B2 (en) 2001-06-19 2002-06-19 Process for producing sugar chain asparagine derivative
CA2451971A CA2451971C (en) 2001-06-19 2002-06-19 Process for producing sugar chain asparagine derivative

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2001185685 2001-06-19
JP2001-185685 2001-06-19

Publications (1)

Publication Number Publication Date
WO2003008431A1 true WO2003008431A1 (en) 2003-01-30

Family

ID=19025226

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2002/006091 WO2003008431A1 (en) 2001-06-19 2002-06-19 Process for producing sugar chain asparagine derivative

Country Status (12)

Country Link
US (1) US7135566B2 (en)
EP (3) EP2481746A1 (en)
JP (1) JP4323139B2 (en)
KR (2) KR100775805B1 (en)
CN (1) CN100343264C (en)
AU (1) AU2002346294B2 (en)
CA (1) CA2451971C (en)
CY (1) CY1114536T1 (en)
DK (1) DK1405858T3 (en)
ES (1) ES2402089T3 (en)
PT (1) PT1405858E (en)
WO (1) WO2003008431A1 (en)

Cited By (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004058789A1 (en) * 2002-12-26 2004-07-15 Otsuka Chemical Co., Ltd. Sugar-chain asparagine derivatives and processes for the preparation thereof
WO2004058984A1 (en) * 2002-12-24 2004-07-15 Otsuka Chemical Co., Ltd. Sugar chain asparagine derivatives, sugar chain asparagine, sugar chain, and processes for producing these
EP1520858A1 (en) * 2002-07-05 2005-04-06 Otsuka Chemical Company, Ltd. Process for producing sugar peptide having asparagine sugar chain and the sugar peptide
WO2007011055A1 (en) * 2005-07-19 2007-01-25 Otsuka Chemical Co., Ltd. Process for producing sugar chain derivative, structure analysis method, and sugar chain derivative
JP2007153787A (en) * 2005-12-02 2007-06-21 Otsuka Chemical Co Ltd Sugar chain-modified liposome
WO2007114482A1 (en) * 2006-03-30 2007-10-11 Otsuka Chemical Co., Ltd. Process for production of sugar chain compound
WO2007114454A1 (en) 2006-03-29 2007-10-11 Otsuka Chemical Co., Ltd. Method for production of peptide thioester compound
CN100378225C (en) * 2003-02-04 2008-04-02 大塚化学株式会社 Process for producing sugar chain asparagine derivative
CN100413889C (en) * 2002-12-24 2008-08-27 大塚化学株式会社 Sugar chain asparagine derivatives, sugar chain asparagine, sugar chain, and processes for producing these
WO2009017154A1 (en) 2007-07-31 2009-02-05 Otsuka Chemical Co., Ltd. Method for producing peptide
WO2009153960A1 (en) 2008-06-17 2009-12-23 大塚化学株式会社 Glycosylated glp-1 peptide
WO2010021126A1 (en) 2008-08-19 2010-02-25 大塚化学株式会社 Glycoprotein production method and screening method
WO2010092943A1 (en) 2009-02-10 2010-08-19 大塚化学株式会社 IgG-Fc FRAGMENT AND PROCESS FOR PRODUCING SAME
WO2011007747A1 (en) 2009-07-16 2011-01-20 大塚化学株式会社 Sugar chain-added ailim extracellular domain and method for producing same
WO2011052523A1 (en) 2009-10-30 2011-05-05 大塚化学株式会社 Glycosylated form of antigenic glp-1 analogue
WO2012121206A1 (en) 2011-03-10 2012-09-13 株式会社糖鎖工学研究所 Method for producing glycopeptide having sialyl sugar chain, sialyl sugar chain-added amino acid derivative to be used in same, and glycopeptide
WO2013032012A1 (en) 2011-09-04 2013-03-07 株式会社糖鎖工学研究所 Glycosylated polypeptide and drug composition containing said polypeptide
WO2013032011A1 (en) 2011-09-04 2013-03-07 株式会社糖鎖工学研究所 Glycosylated polypeptide and drug composition containing said polypeptide
EP2657255A1 (en) 2003-07-28 2013-10-30 Glytech, Inc. Aminated complex-type sugar chain derivatives and process for the production thereof
WO2014080730A1 (en) 2012-11-22 2014-05-30 株式会社糖鎖工学研究所 Glycosylated linker, compound containing glycosylated linker moiety and physiologically active substance moiety or salt thereof, and methods for producing said compound or salt thereof
WO2014084110A1 (en) 2012-11-30 2014-06-05 株式会社糖鎖工学研究所 Sugar chain-attached linker, compound containing sugar chain-attached linker and physiologically active substance or salt thereof, and method for producing same
WO2014157107A1 (en) 2013-03-29 2014-10-02 株式会社糖鎖工学研究所 Polypeptide having sialylated sugar chains attached thereto
WO2014162906A1 (en) 2013-03-30 2014-10-09 株式会社糖鎖工学研究所 (sugar chain)-polypeptide complex
WO2019131964A1 (en) 2017-12-27 2019-07-04 協和発酵キリン株式会社 Il-2 variant
WO2023074843A1 (en) * 2021-10-29 2023-05-04 第一三共株式会社 Novel oligosaccharide, manufacturing intermediate for novel oligosaccharide, and method for manufacturing these
WO2023145812A1 (en) * 2022-01-31 2023-08-03 株式会社日本触媒 Glycosylated protein having glucocerebrosidase activity

Families Citing this family (11)

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Publication number Priority date Publication date Assignee Title
US7687478B2 (en) * 2003-06-30 2010-03-30 Otsuka Chemical Co., Ltd. Disialoundecasaccharide chain asparagine/fatty acid amide and medical drug containing the same
FI20031536A0 (en) * 2003-10-20 2003-10-20 Biotie Therapies Oyj High affinity ligands for influenza viruses and their production processes
JP4778315B2 (en) * 2003-12-26 2011-09-21 塩野義製薬株式会社 Synthesis of asparagine-linked glycoprotein core sugar chain structure
JP2006022191A (en) * 2004-07-07 2006-01-26 Yasuhiro Kajiwara Three-branched sugar chain asparagine derivative, the sugar chain asparagine, the sugar chain and their preparation methods
JP2007297429A (en) * 2006-04-27 2007-11-15 Institute Of Physical & Chemical Research Method of creating sugar chain library and its application
JP5566226B2 (en) 2009-09-03 2014-08-06 旭化成株式会社 Method for producing 11-saccharide sialyl-oligosaccharide peptide
JP5813294B2 (en) * 2010-04-30 2015-11-17 旭化成株式会社 Glycopeptide derivative and method for producing the same
JP5680576B2 (en) * 2011-03-03 2015-03-04 旭化成株式会社 Method for producing 11-saccharide sialyl-oligosaccharide asparagine
CN102382178B (en) * 2011-10-21 2013-05-29 山东大学 Separation method of sialoglycopeptide
JP6618176B2 (en) * 2015-11-30 2019-12-11 公益財団法人野口研究所 Method for producing heptasaccharide oligosaccharide
WO2023219065A1 (en) * 2022-05-13 2023-11-16 株式会社糖鎖工学研究所 Method for producing sialic-acid-containing sugar chain

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JPH11255807A (en) * 1998-03-13 1999-09-21 Noguchi Inst Active ester derivative of sugar-chained asparagine and synthetic intermediate

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* Cited by examiner, † Cited by third party
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EP1520858A1 (en) * 2002-07-05 2005-04-06 Otsuka Chemical Company, Ltd. Process for producing sugar peptide having asparagine sugar chain and the sugar peptide
US8063202B2 (en) 2002-07-05 2011-11-22 Otsuka Chemical Co., Ltd. Process for preparing glycopeptides having asparagine-linked oligosaccharides, and the glycopeptides
EP2412720A2 (en) * 2002-07-05 2012-02-01 Otsuka Chemical Co., Ltd. Process for preparing glycopeptides having asparagine-linked oligosaccharides, and the glycopeptides
EP1520858A4 (en) * 2002-07-05 2007-12-26 Otsuka Chemical Co Ltd Process for producing sugar peptide having asparagine sugar chain and the sugar peptide
US7943763B2 (en) 2002-07-05 2011-05-17 Otsuka Chemical Holdings Co., Ltd. Process for preparing glycopeptides having asparagine-linked oligosaccharides, and the glycopeptides
EP2412720A3 (en) * 2002-07-05 2012-06-13 Otsuka Chemical Co., Ltd. Process for preparing glycopeptides having asparagine-linked oligosaccharides, and the glycopeptides
CN100413889C (en) * 2002-12-24 2008-08-27 大塚化学株式会社 Sugar chain asparagine derivatives, sugar chain asparagine, sugar chain, and processes for producing these
WO2004058984A1 (en) * 2002-12-24 2004-07-15 Otsuka Chemical Co., Ltd. Sugar chain asparagine derivatives, sugar chain asparagine, sugar chain, and processes for producing these
EP1577397A4 (en) * 2002-12-24 2011-03-30 Yasuhiro Kajihara Sugar chain asparagine derivatives, sugar chain asparagine, sugar chain, and processes for producing these
WO2004058789A1 (en) * 2002-12-26 2004-07-15 Otsuka Chemical Co., Ltd. Sugar-chain asparagine derivatives and processes for the preparation thereof
CN100378225C (en) * 2003-02-04 2008-04-02 大塚化学株式会社 Process for producing sugar chain asparagine derivative
AU2004209371B2 (en) * 2003-02-04 2008-05-01 Glytech, Inc. Process for producing sugar chain asparagine derivative
EP2626429A1 (en) * 2003-02-04 2013-08-14 Glytech, Inc. Process for producing sugar chain asparagine derivative
US7955819B2 (en) 2003-02-04 2011-06-07 Otsuka Chemical Holdings Co., Ltd. Process for producing sugar chain asparagine derivative
EP2657255A1 (en) 2003-07-28 2013-10-30 Glytech, Inc. Aminated complex-type sugar chain derivatives and process for the production thereof
US8318694B2 (en) 2005-07-19 2012-11-27 Otsuka Chemical Co., Ltd. Process for producing sugar chain derivative, structure analysis method, and sugar chain derivative
WO2007011055A1 (en) * 2005-07-19 2007-01-25 Otsuka Chemical Co., Ltd. Process for producing sugar chain derivative, structure analysis method, and sugar chain derivative
JP2007153787A (en) * 2005-12-02 2007-06-21 Otsuka Chemical Co Ltd Sugar chain-modified liposome
US8058394B2 (en) 2006-03-29 2011-11-15 Otsuka Chemical Co., Ltd. Method for production of peptide thioester compound
WO2007114454A1 (en) 2006-03-29 2007-10-11 Otsuka Chemical Co., Ltd. Method for production of peptide thioester compound
WO2007114482A1 (en) * 2006-03-30 2007-10-11 Otsuka Chemical Co., Ltd. Process for production of sugar chain compound
WO2009017154A1 (en) 2007-07-31 2009-02-05 Otsuka Chemical Co., Ltd. Method for producing peptide
EP2767545A1 (en) 2007-07-31 2014-08-20 Glytech, Inc. Method for producing peptide
US8809258B2 (en) 2007-07-31 2014-08-19 Glytech, Inc. Method for producing peptide
WO2009153960A1 (en) 2008-06-17 2009-12-23 大塚化学株式会社 Glycosylated glp-1 peptide
WO2010021126A1 (en) 2008-08-19 2010-02-25 大塚化学株式会社 Glycoprotein production method and screening method
WO2010092943A1 (en) 2009-02-10 2010-08-19 大塚化学株式会社 IgG-Fc FRAGMENT AND PROCESS FOR PRODUCING SAME
WO2011007747A1 (en) 2009-07-16 2011-01-20 大塚化学株式会社 Sugar chain-added ailim extracellular domain and method for producing same
WO2011052523A1 (en) 2009-10-30 2011-05-05 大塚化学株式会社 Glycosylated form of antigenic glp-1 analogue
WO2012121206A1 (en) 2011-03-10 2012-09-13 株式会社糖鎖工学研究所 Method for producing glycopeptide having sialyl sugar chain, sialyl sugar chain-added amino acid derivative to be used in same, and glycopeptide
US9073978B2 (en) 2011-03-10 2015-07-07 Glytech, Inc. Method for producing glycopeptide having sialyl sugar chain, sialyl sugar chain-added amino acid derivative to be used in same, and glycopeptide
JP5925760B2 (en) * 2011-03-10 2016-05-25 株式会社糖鎖工学研究所 Method for producing glycopeptide having sialyl sugar chain, sialyl sugar chain-added amino acid derivative used in the production method, and glycopeptide
TWI548645B (en) * 2011-03-10 2016-09-11 Glytech Inc A method for producing a glycopeptide having a sialic acid sugar chain, a sialic acid sugar chain addition amino acid derivative used in the production method, and a glycopeptide
WO2013032011A1 (en) 2011-09-04 2013-03-07 株式会社糖鎖工学研究所 Glycosylated polypeptide and drug composition containing said polypeptide
WO2013032012A1 (en) 2011-09-04 2013-03-07 株式会社糖鎖工学研究所 Glycosylated polypeptide and drug composition containing said polypeptide
WO2014080730A1 (en) 2012-11-22 2014-05-30 株式会社糖鎖工学研究所 Glycosylated linker, compound containing glycosylated linker moiety and physiologically active substance moiety or salt thereof, and methods for producing said compound or salt thereof
WO2014084110A1 (en) 2012-11-30 2014-06-05 株式会社糖鎖工学研究所 Sugar chain-attached linker, compound containing sugar chain-attached linker and physiologically active substance or salt thereof, and method for producing same
WO2014157107A1 (en) 2013-03-29 2014-10-02 株式会社糖鎖工学研究所 Polypeptide having sialylated sugar chains attached thereto
WO2014162906A1 (en) 2013-03-30 2014-10-09 株式会社糖鎖工学研究所 (sugar chain)-polypeptide complex
WO2019131964A1 (en) 2017-12-27 2019-07-04 協和発酵キリン株式会社 Il-2 variant
WO2023074843A1 (en) * 2021-10-29 2023-05-04 第一三共株式会社 Novel oligosaccharide, manufacturing intermediate for novel oligosaccharide, and method for manufacturing these
WO2023145812A1 (en) * 2022-01-31 2023-08-03 株式会社日本触媒 Glycosylated protein having glucocerebrosidase activity

Also Published As

Publication number Publication date
KR100885149B1 (en) 2009-02-23
PT1405858E (en) 2013-03-11
JP4323139B2 (en) 2009-09-02
ES2402089T3 (en) 2013-04-26
DK1405858T3 (en) 2013-02-18
CY1114536T1 (en) 2016-10-05
EP2322533A1 (en) 2011-05-18
EP2481746A1 (en) 2012-08-01
JP2003128703A (en) 2003-05-08
CN1543471A (en) 2004-11-03
US7135566B2 (en) 2006-11-14
KR20060084456A (en) 2006-07-24
EP1405858A1 (en) 2004-04-07
KR20040026667A (en) 2004-03-31
CA2451971C (en) 2010-09-07
EP1405858A8 (en) 2004-11-10
AU2002346294B2 (en) 2006-08-17
CA2451971A1 (en) 2003-01-30
EP1405858A4 (en) 2009-11-25
CN100343264C (en) 2007-10-17
KR100775805B1 (en) 2007-11-12
EP1405858B1 (en) 2013-01-02
US20040181054A1 (en) 2004-09-16

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